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Record Information
Version4.0
Creation Date2005-11-16 15:48:42 UTC
Update Date2017-09-25 19:14:46 UTC
HMDB IDHMDB0001009
Secondary Accession Numbers
  • HMDB01009
StatusExpected but not Quantified
Metabolite Identification
Common NameN-Methylnicotinium
DescriptionN-Methylnicotinium is a nicotine degradation product arising from its methylation by S-adenosylmethionine (and subsequent conversion to S-adnonsylcysteine).
Structure
Thumb
Synonyms
ValueSource
1-Methyl-3-(1-methyl-2-pyrrolidinyl)-pyridiniumHMDB
N-Methylnicotinium acetateHMDB
N-Methylnicotinium ionHMDB
Nicotine isomethiodideHMDB
Nicotine isomethonium ionHMDB
N-Methylnicotinium acetate, (R)-isomerMeSH
N-Methylnicotinium acetate, (S)-isomerMeSH
N-Methylnicotinium bromideMeSH
N-Methylnicotinium, (R)-isomerMeSH
N-Methylnicotinium, (S)-isomerMeSH
N-Methylnicotinium, (iodide(S))-isomer, 3H-labeledMeSH
N-Methylnicotinium, bromide(S)-isomerMeSH
N-Methylnicotinium, iodide(R)-isomerMeSH
N-Methylnicotinium, iodide(S)-isomerMeSH
Chemical FormulaC11H17N2
Average Molecular Weight177.2661
Monoisotopic Molecular Weight177.139173554
IUPAC Name1-methyl-3-(1-methylpyrrolidin-2-yl)pyridin-1-ium
Traditional Namenicotine isomethonium ion
CAS Registry Number24554-05-0
SMILES
CN1CCCC1C1=CC=C[N+](C)=C1
InChI Identifier
InChI=1S/C11H17N2/c1-12-7-3-5-10(9-12)11-6-4-8-13(11)2/h3,5,7,9,11H,4,6,8H2,1-2H3/q+1
InChI KeyHIOROZIUERMMRQ-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as pyrrolidinylpyridines. These are compounds containing a pyrrolidinylpyridine ring system, which consists of a pyrrolidine ring linked to a pyridine ring.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassPyridines and derivatives
Direct ParentPyrrolidinylpyridines
Alternative Parents
Substituents
  • Pyrrolidinylpyridine
  • Alkaloid or derivatives
  • N-methylpyridinium
  • Aralkylamine
  • Pyridinium
  • N-alkylpyrrolidine
  • Pyrrolidine
  • Heteroaromatic compound
  • Tertiary aliphatic amine
  • Tertiary amine
  • Azacycle
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Amine
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organic cation
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition
Biological Location:
Source:
Subcellular:
Biofluid and excreta:
Organ and components:
Role
Biological role:
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.14 mg/mLALOGPS
logP-3ALOGPS
logP-2.8ChemAxon
logS-3.2ALOGPS
pKa (Strongest Basic)8.04ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area7.12 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity55.81 m3·mol-1ChemAxon
Polarizability21.01 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane (predicted from logP)
Biofluid Locations
  • Blood
  • Urine
Tissue Location
  • Kidney
  • Liver
PathwaysNot Available
NameSMPDB/PathwhizKEGG
No entries found
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not Quantified Not AvailableNot AvailableNormal
    details
    UrineExpected but not Quantified Not AvailableNot AvailableNormal
      details
      Abnormal Concentrations
      Not Available
      Associated Disorders and Diseases
      Disease ReferencesNone
      Associated OMIM IDsNone
      DrugBank IDNot Available
      DrugBank Metabolite IDDBMET00515
      Phenol Explorer Compound IDNot Available
      Phenol Explorer Metabolite IDNot Available
      FoodDB IDFDB022367
      KNApSAcK IDNot Available
      Chemspider ID417
      KEGG Compound IDNot Available
      BioCyc IDCPD-3183
      BiGG IDNot Available
      Wikipedia LinkNot Available
      NuGOwiki LinkHMDB0001009
      METLIN ID1533
      PubChem Compound430
      PDB IDNot Available
      ChEBI IDNot Available
      References
      Synthesis ReferenceNot Available
      Material Safety Data Sheet (MSDS)Not Available
      General ReferencesNot Available